2-(((2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)thio)ethanol

ID: ALA3219988

PubChem CID: 71498498

Max Phase: Preclinical

Molecular Formula: C22H38OS

Molecular Weight: 350.61

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CSCCO

Standard InChI:  InChI=1S/C22H38OS/c1-19(2)9-6-10-20(3)11-7-12-21(4)13-8-14-22(5)15-17-24-18-16-23/h9,11,13,15,23H,6-8,10,12,14,16-18H2,1-5H3/b20-11+,21-13+,22-15+

Standard InChI Key:  FHPOZQMLTNNPRF-FLPKSHQQSA-N

Molfile:  

     RDKit          2D

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    5.0190  -10.7259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8759  -11.1524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7277   -9.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5853   -9.4748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0158   -9.9009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1569  -10.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8700   -9.4966    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.7312   -9.8791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8735   -9.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3006   -9.4530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1579   -9.8738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5869   -9.9147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2967   -9.4911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0121   -9.4694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8738   -9.4585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8766  -10.7151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5919  -10.6933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4429   -9.4639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4426   -9.8955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1540   -9.9117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7342  -10.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5888   -9.8683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1543   -9.4803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3003   -9.8847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 23  9  2  0
 13  5  2  0
  6 20  1  0
  8 18  1  0
 24 14  1  0
 14  8  2  0
 22 17  1  0
 19 23  1  0
 15 22  2  0
 22 10  1  0
  4 24  1  0
 18 11  1  0
  5  3  1  0
  7 12  1  0
 20  7  1  0
 12 13  1  0
  9  4  1  0
  6  2  1  0
  3 19  1  0
  5  1  1  0
 11 15  1  0
  8 21  1  0
  9 16  1  0
M  END

Associated Targets(Human)

ICMT Tchem Isoprenylcysteine carboxyl methyltransferase (596 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 350.61Molecular Weight (Monoisotopic): 350.2643AlogP: 6.86#Rotatable Bonds: 13
Polar Surface Area: 20.23Molecular Species: NEUTRALHBA: 2HBD: 1
#RO5 Violations: 1HBA (Lipinski): 1HBD (Lipinski): 1#RO5 Violations (Lipinski): 1
CX Acidic pKa: CX Basic pKa: CX LogP: 6.51CX LogD: 6.51
Aromatic Rings: Heavy Atoms: 24QED Weighted: 0.29Np Likeness Score: 1.01

References

1. Majmudar JD, Morrison-Logue A, Song J, Hrycyna CA, Gibbs RA.  (2012)  Identification of a novel nanomolar inhibitor of hIcmt via a carboxylate replacement approach,  (9): [10.1039/C2MD20108A]

Source